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In the year 360, a sudden series of coordinated raids by the Irish, Anglo-Saxons and Picts began.[citation needed] These continued as the Irish colonised the Isle of Man (formerly Brittonic-speaking like Wales was) and resulted in a short period lasting until the 5th century during which Old Irish was spoken in the region: twenty stones dated to this period have ogham inscriptions. One bilingual Latin-Irish stone in Castelldwyran near [Narberth] has the name Votecorigas written on it; the wordier Latin inscription is Memoria Voteporigis Protictoris, giving him the title "protector", a late Imperial Roman title given to nobility.[2]

Dyfed was subject to extensive raids during the Viking Age between the 8th and 11th centuries, causing social and political instability, and with the Vikings establishing settlements in southern Dyfed.[7] By the latter part of the 9th century, the rulers of Dyfed had grown cautious of the influence of the sons of Rhodri the Great, and sought out an alliance and the patronage of Alfred the Great of England.[7] The precise nature of the relationship between King Alfred and the rulers in Wales remains unclear, whether a transitory alliance or a formal mediatisation of the Welsh rulers to the king of England.[7] Historical attempts have been made to cast the relationship as one as a confederation of Christian unity on the isle of Britain, under the leadership of Alfred, against the heathen Danes.[7] However, there evolved a significant degree of coercion in the relationship, according to Davies. "The recognition by Welsh rulers that the king of England had claims upon them would be a central fact in the subsequent political history of Wales," according to Davies.[7]

In about 904, Dyfed's ruler, Llywarch ap Hyfaidd, died, leaving his daughter Elen ferch Lywarch (893-943) as his heiress.[7] Elen was married to Hywel Dda, ruler of neighbouring Seisyllwg and grandson of Rhodri the Great through his second son, Cadell ap Rhodri.[7]Through his marriage to Elen, Hywel incorporated Dyfed into an enlarged realm to be known as Deheubarth, meaning the "south part", and later went on to conquer Powys and Gwynedd.[7] However, both Powys and Gwynedd returned to their native dynasties on Hywel's death in 950. Hwyel's grandson Maredudd ab Owain recreated the kingdom of his grandfather, but his rule was beset with increasing Viking raids during the latter part of the 10th century.[7] It is during this period that Viking settlements increased, particularly in the area in the cantref of Penfro, with other Viking settlements and trading station at Haverfordwest, Fishguard and Caldey Island in Dyfed.[7] Viking raids upon the Welsh were "relentless", according to Davies, and Maredudd was compelled to raise taxes to pay the ransoms for Welsh hostages in 993, and in 999 a Viking raiding party attacked St. David's and killed Morganau, the bishop.[7]

Dyfed remained an integral province within Deheubarth until the Norman invasions of Wales between 1068-1100. In the Dyfed region, the cantrefi of Penfro, Rhos, Cemais and Pebidiog became occupied by Norman overlords. The Normans influenced the election of the Bishops of St. David's, in Pebidiog, from 1115 onwards. The Princes of Deheubarth, and later Llywelyn the Great as the Prince of a virtual Principality of Wales from 1216, fought to recover the region until the Conquest of Wales by Edward I in 1284 settled the matter. The 1284 Statute of Rhuddlan established the English counties of Pembrokeshire and Carmarthenshire out of the region formally known as Dyfed. In 1974 an administrative county council was established in south west Wales, called Dyfed but also covering areas such as Ceredigion; this county was broken up in 1996, though preserved for some ceremonial purposes.

It was not until 1974 that the name of the ancient kingdom was resurrected as an administrative area of Wales: Dyfed. It was lost again with the reorganisation of county administration in 1996. It does, however, survive in the names of some regional organisations, such as Dyfed–Powys Police.